Cyclohepten

Structural formula
General
Surname	Cyclohepten
Molecular formula	C 7 H 12
Brief description	colorless to yellowish liquid
External identifiers / databases
EC number	211-060-4
ECHA InfoCard	100.010.056
PubChem	12363
Wikidata	Q867317
properties
Molar mass	96.17 g mol −1
Physical state	liquid
density	0.82 g cm −3
Melting point	−56 ° C
boiling point	114 ° C
solubility	practically insoluble in water (50 mg l −1 at 20 ° C)
Refractive index	1.458 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 225
	P: 210
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

trans -cycloheptenes

cis -Cycloheptene

Cycloheptene is a chemical compound from the group of unsaturated cyclic hydrocarbons . The compound occurs in a cis and a trans form, the trans form being unstable and converting to the cis form above −40 ° C. The trans form is the smallest known ring with a trans double bond .

Extraction and presentation

Cycloheptene can be obtained from aminomethylcyclohexane by ring expansion using the Demjanow rearrangement .

properties

Cycloheptene is a colorless to yellowish liquid that is practically insoluble in water. It does not homopolymerize , but forms copolymers with ethene .

safety instructions

The vapors of cycloheptene form an explosive mixture with air ( flash point approx. 9 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on cycloheptene in the GESTIS substance database of the IFA , accessed on March 8, 2014(JavaScript required) .
↑ Data sheet Cycloheptene, 97% from Sigma-Aldrich , accessed on March 8, 2014 ( PDF ).
↑ ME Squillacote, J. DeFellipis, Q. Shu: How stable is trans-cycloheptene? In: J. Am. Chem. Soc .. 127, 2005, pp. 15983-15988, PMID 16277543 .
↑ Jonathan Clayden, Nick Greeves, Stuart Warren: Organic Chemistry . Oxford University Press, 2012, ISBN 0-19-927029-5 , pp. 679 ( limited preview in Google Book search).
↑ Eberhard Breitmaier, Günther Jung: Organic chemistry. 7. completely revised u. exp. Edition 2012: Basics . Georg Thieme Verlag, 2014, ISBN 3-13-159987-1 , p. 117 ( limited preview in Google Book search).
↑ John Jr. Boor: Ziegler-Natta Catalysts Polymerizations . Elsevier, 2012, ISBN 0-323-14341-5 , pp. 580 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on cycloheptene in the GESTIS substance database of the IFA , accessed on March 8, 2014(JavaScript required) .

[Sigma-2] Data sheet Cycloheptene, 97% from Sigma-Aldrich , accessed on March 8, 2014 ( PDF ).

[PMID16277543-3] ME Squillacote, J. DeFellipis, Q. Shu: How stable is trans-cycloheptene? In: J. Am. Chem. Soc .. 127, 2005, pp. 15983-15988, PMID 16277543 .

[Jonathan_Clayden,_Nick_Greeves,_Stuart_Warren-4] Jonathan Clayden, Nick Greeves, Stuart Warren: Organic Chemistry . Oxford University Press, 2012, ISBN 0-19-927029-5 , pp. 679 ( limited preview in Google Book search).

[Eberhard_Breitmaier,_Günther_Jung-5] Eberhard Breitmaier, Günther Jung: Organic chemistry. 7. completely revised u. exp. Edition 2012: Basics . Georg Thieme Verlag, 2014, ISBN 3-13-159987-1 , p. 117 ( limited preview in Google Book search).

[John_Jr._Boor-6] John Jr. Boor: Ziegler-Natta Catalysts Polymerizations . Elsevier, 2012, ISBN 0-323-14341-5 , pp. 580 ( limited preview in Google Book search).